4-Chloro-2-methylbutanoyl chloride → HCID 20407025, 화합물

HRID 615539노트

반응식

HRID 615539 반응식
[CH3:1][C:2]([C:5]1[CH:9]=[C:8]([NH2:10])[S:7][N:6]=1)([CH3:4])[CH3:3].[CH3:11][CH:12]([CH2:16][CH2:17][Cl:18])[C:13](Cl)=[O:14]>C1(C)C=CC=CC=1>[Cl:18][CH2:17][CH2:16][CH:12]([CH3:11])[C:13]([NH:10][C:8]1[S:7][N:6]=[C:5]([C:2]([CH3:4])([CH3:3])[CH3:1])[CH:9]=1)=[O:14]

참가 물질

4

반응물 2

HCID 137705824-Chloro-2-methylbutanoyl chlorideHCID 151170133-tert-Butyl-1,2-thiazol-5-amine

생성물 1

HCID 20407025HCID 20407025, 화합물수율 12%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of 2.4 g of 3-(1,1-dimethylethyl)-5-aminoisothiazole dissolved in 150 ml of toluene under nitrogen was added 2.3 g of 2-methyl-4-chlorobutyric acid chloride. The reaction mixture was refluxed for about 24 hours and cooled. The solvent was evaporated under reduced pressure, and the product was isolated from the residue by chromatography over silica gel eluting with an ethyl acetate/Skellysolve B solvent mixture. Fractions containing the major component were combined and the solvent was evaporated therefrom to afford, following crystallization from toluene/Skellysolve B, 0.5 g of 4-chloro-N-[3-(1,1-dimethylethyl)-5-isothiazolyl]-2-methylbutanamide. Yield 12%. mp 144°-146° C.

후처리

  1. temperatureThe reaction mixture was refluxed for about 24 hours
  2. temperaturecooled
  3. customThe solvent was evaporated under reduced pressure
  4. customthe product was isolated from the residue by chromatography over silica gel eluting with an ethyl acetate/Skellysolve B solvent mixture
  5. additionFractions containing the major component
  6. customthe solvent was evaporated
  7. customto afford
  8. customcrystallization from toluene/Skellysolve B, 0.5 g of 4-chloro-N-[3-(1,1-dimethylethyl)-5-isothiazolyl]-2-methylbutanamide

출처 및 근거

ORD 기록
ord-14ad40eb1f5c42d68853b51b8b3743d4
출처 데이터셋
uspto-grants-1985_02
특허 번호
US04500343

반응 노트

불러오는 중…